Example, if you had shared furnace ducting in your rental and your existing tenant in the main house has severe pet allergies, and allowing a ESA for a new tenant would cause issues for the current tenant, you could deny the request.You can always call the Fair Housing Council of Oregon Hotline, 503-223-8197 Ext. 2 and ask for their guidance.

Not having boots on the ground can be a huge issue as well. 

As I said, I think there is a lot of work to do to get this estimate on track but those are some of the obvious issues. 

Have the landlord handle those pesky maintenance issues, roofing repairs, deluge of water coming from the washing machine on the 3rd floor that just exploded through to the kitchen below (yes, this just happened to me in my home.

Most insurance companies wont even issue the policy if the current condition is distressed.

Selling now means you could miss out on potential future gains.Market conditions: If the market is currently down, you might not get as much for the property as you would in a stronger market.Option 2: Get a Loan to Fix the BasementPros:Increase property value: Renovating the basement can add significant value to your property, both in terms of rental income and resale value.Higher rental income: With the basement fixed, you can charge market value rent, which could help cover the mortgage, property taxes, and the cost of the loan, with the profit potential.Tax deductions: The cost of renovations can often be deducted from your taxes, either through depreciation or as an immediate expense, depending on the nature of the renovation.Cons:Additional debt: Taking out a loan adds another layer of financial obligation and risk, especially if the increased rent doesn't cover the loan payments.Renovation risks: Renovations can sometimes uncover more issues that need fixing, leading to cost overruns and delays.Market risks: There's no guarantee that the market rent will remain high or that you will find tenants willing to pay the increased rent.Additional Considerations:Current Market Analysis: Understanding the current real estate market in your area is crucial.

I saw plenty of those when I was in school, and it wasn't a pretty sight.7) Pick on person to be your primary contact so if you need to communicate everyone that one person gets the word out.

Some issues that I see with your plan1) What do you plan to do with your unit in Oregon while you are living in Washington?

The real issue is If you cant pay your mortgage without the help of a rental, you bought way to much house.

You made an offer for both properties for $300k, then the inspection revealed lots of issues needing attention, though not major ones, so you offered $280k asking for a reduction in price.